Horsey Hundred (Georgetown, KY). Don't let the unusual name disuade you from checking it out.
https://www.horseyhundred.com/
It's a Memorial Day weekend of 3 rides, but the century is on Saturday.
The extremely well supported event is held on beautiful twisting, turning, rising, falling roads in the gorgeous horse farm countryside near Lexington.
Lots to see and do before, during, and after the event weekend.
And of course southern hospitality is evident everywhere.
The only negative I've seen in the 7 years I've done the event is the blatant disregard for traffic laws or ignoring requests by organizers (and presumably farm owners) not to touch or feed the many horses you'll see.
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WTB: Slingshot bicycle promotional documents (catalog, pamphlets, etc).
WTB: American Cycling May, Jul, Aug, Oct, 1966.
WTB: Bicycle Guide issues 1984 (any); Dec 1985; Apr 1994; May, Jun 1996; May 1997.
WTB: bicyclist May, Dec 1997: Jun-Dec 1998.
WTB: Bike World issue Jun 1974.
WTB: Litespeed head badge (circa 2000)